5-(TERT-BUTYL)-2-METHOXYBENZENECARBALDEHYDE synthesis
- Product Name:5-(TERT-BUTYL)-2-METHOXYBENZENECARBALDEHYDE
- CAS Number:85943-26-6
- Molecular formula:C12H16O2
- Molecular Weight:192.25
100-97-0
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5396-38-3
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85943-26-6
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Yield:85943-26-6 68%
Reaction Conditions:
with trifluoroacetic acid at 80; for 16 h;
Steps:
32 Preparation of 5-(tert-butyl)-2-methoxybenzaldehyde
To a solution of 1-tert-butyl-4-methoxy-benzene (3 g, 18.27 mmol, 1 eq) in TFA (30 mL) was added methenamine (5.12 g, 36.53 mmol, 6.83 mL, 2 eq). The mixture was stirred at 80 °C for 16 hr. LC-MS showed desired compound was detected. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (ISCO; 40 g SepaFlash Silica Flash Column, Eluent of 0~3% Ethyl acetate/Petroleum ethergradient 30mL/min). 5-Tert- butyl-2-methoxy-benzaldehyde (2.4 g, 12.5 mmol, 68% yield) was obtained as a yellow liquid. LC-MS analysis of the liquid shows the desired product's mass: m/z 193 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 1.26 (s, 9 H), 2.43 - 2.57 (m, 3 H), 3.89 (s, 3 H), 7.16 (d, J=8.8 Hz, 1 H), 7.63 - 7.73 (m, 2 H), 10.28 - 10.38 (m, 1 H).
References:
WO2018/132268,2018,A1 Location in patent:Page/Page column 109-110
2725-53-3
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85943-26-6
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85943-26-6
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100-97-0
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$14.00/250G
85943-26-6
87 suppliers
$25.00/100mg
2725-53-3
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$20.00/1g
77-78-1
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85943-26-6
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